EP1081127A4 - Novel process for the preparation of n,n'-dialkylalkanediamines - Google Patents

Novel process for the preparation of n,n'-dialkylalkanediamines

Info

Publication number
EP1081127A4
EP1081127A4 EP00909650A EP00909650A EP1081127A4 EP 1081127 A4 EP1081127 A4 EP 1081127A4 EP 00909650 A EP00909650 A EP 00909650A EP 00909650 A EP00909650 A EP 00909650A EP 1081127 A4 EP1081127 A4 EP 1081127A4
Authority
EP
European Patent Office
Prior art keywords
dialkylalkanediamines
preparation
haloalkaneamine
novel process
lower alkyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP00909650A
Other languages
German (de)
French (fr)
Other versions
EP1081127B1 (en
EP1081127A1 (en
Inventor
Yasuhiro Takano
Kaoru Sakadera
Jyoji Morisaki
Kunihiro Yamada
Hideki Mizuta
Hisato Itoh
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Mitsui Chemicals Inc
Original Assignee
Mitsui Chemicals Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Mitsui Chemicals Inc filed Critical Mitsui Chemicals Inc
Publication of EP1081127A1 publication Critical patent/EP1081127A1/en
Publication of EP1081127A4 publication Critical patent/EP1081127A4/en
Application granted granted Critical
Publication of EP1081127B1 publication Critical patent/EP1081127B1/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/04—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups
    • C07C209/06—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms
    • C07C209/08—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms with formation of amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

A process for the preparation of N,N'-dialkylalkanediamines by reacting a dihaloalkane with a lower alkylamine, characterized in that the reaction is conducted while the hold-up in the reaction system of a haloalkaneamine of general formula (4) which is formed as an intermediate product is controlled so that the molar ratio of the haloalkaneamine to the lower alkylamine may not exceed 0.002, whereby the formation of dialkyl cyclic diamines and trialkylalkanetriamines as by-products is inhibited to obtain the objective N,N'-dialkylalkanediamine in a high yield. In said formula R is lower alkyl; R1 and R2 are each hydrogen or lower alkyl; X is chlorine, bromine or iodine; and n is an integer of 2 to 6.
EP00909650A 1999-03-19 2000-03-15 Novel process for the preparation of n,n'-dialkylalkanediamines Expired - Lifetime EP1081127B1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP7473499 1999-03-19
JP7473499 1999-03-19
PCT/JP2000/001576 WO2000056697A1 (en) 1999-03-19 2000-03-15 Novel process for the preparation of n,n'-dialkylalkanediamines

Publications (3)

Publication Number Publication Date
EP1081127A1 EP1081127A1 (en) 2001-03-07
EP1081127A4 true EP1081127A4 (en) 2005-01-12
EP1081127B1 EP1081127B1 (en) 2005-12-28

Family

ID=13555772

Family Applications (1)

Application Number Title Priority Date Filing Date
EP00909650A Expired - Lifetime EP1081127B1 (en) 1999-03-19 2000-03-15 Novel process for the preparation of n,n'-dialkylalkanediamines

Country Status (7)

Country Link
US (1) US6242651B1 (en)
EP (1) EP1081127B1 (en)
KR (1) KR100407428B1 (en)
CN (1) CN1222505C (en)
DE (1) DE60025096T2 (en)
TW (1) TW487691B (en)
WO (1) WO2000056697A1 (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011049660A1 (en) * 2009-10-19 2011-04-28 Dow Global Technologies Inc. Process for preparing a 1,2-ethylenediamine or 1,2-propylenediamine
CN101735067B (en) * 2009-12-07 2013-01-16 浙江工业大学 Synthesis method of 1,4-butanediamine
CN103130651A (en) * 2011-11-22 2013-06-05 上海氯碱化工股份有限公司 Method for producing vinylamine by kettle-type reactor
CN103012164B (en) * 2012-12-26 2014-12-31 上海安诺芳胺化学品有限公司 Method for continuously producing m-diethylaminophenol through channelization
CN109694335B (en) * 2017-10-23 2021-12-17 西华大学 Solvent-free preparation method of disubstituted p-nitrophenylacetonitrile derivative
TWI767397B (en) * 2020-11-04 2022-06-11 中國石油化學工業開發股份有限公司 A method for preparing n,n,n',n'-tetrabutyl-1,6-hexanediamine

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62129256A (en) * 1985-11-29 1987-06-11 Mitsui Toatsu Chem Inc Production of n,n'-dialkylethylenediamine

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2455678C3 (en) * 1974-11-25 1979-05-10 Bayer Ag, 5090 Leverkusen Process for the production of tetramethylethylenediamine
IL56176A (en) * 1978-01-30 1982-03-31 American Cyanamid Co Process for preparing n-ethylethylenediamine
JP2501562B2 (en) * 1986-07-18 1996-05-29 三井東圧化学株式会社 Method for producing N, N ''-dialkylalkanediamines
JP3272550B2 (en) * 1994-09-29 2002-04-08 三井化学株式会社 Method for producing N, N'-dialkylethylenediamine

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62129256A (en) * 1985-11-29 1987-06-11 Mitsui Toatsu Chem Inc Production of n,n'-dialkylethylenediamine

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
PATENT ABSTRACTS OF JAPAN vol. 0113, no. 57 (C - 458) 20 November 1987 (1987-11-20) *
PATENT ABSTRACTS OF JAPAN vol. 1996, no. 08 30 August 1996 (1996-08-30) *
See also references of WO0056697A1 *

Also Published As

Publication number Publication date
CN1222505C (en) 2005-10-12
EP1081127B1 (en) 2005-12-28
KR100407428B1 (en) 2003-11-28
WO2000056697A1 (en) 2000-09-28
CN1296472A (en) 2001-05-23
TW487691B (en) 2002-05-21
DE60025096D1 (en) 2006-02-02
KR20010025051A (en) 2001-03-26
EP1081127A1 (en) 2001-03-07
US6242651B1 (en) 2001-06-05
DE60025096T2 (en) 2006-08-03

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